O-Benzyl-DL-serine

Base Information

• Chemical Name: O-Benzyl-DL-serine
• CAS No.: 5445-44-3
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 29225090
• European Community (EC) Number: 226-650-7
• NSC Number: 22028
• ChEMBL ID: CHEMBL3039403
• Mol file: 5445-44-3.mol

Synonyms:O-Benzyl-DL-serine;5445-44-3;2-amino-3-(benzyloxy)propanoic acid;H-DL-Ser(Bzl)-OH;2-amino-3-phenylmethoxypropanoic acid;o-Benzylserine;3-Benzyloxy-DL-alanine;EINECS 226-650-7;32520-12-0;Serine, O-(phenylmethyl);o-benzyl-serine;Benzyl-DL-serine;NINDS_000814;MFCD00021724;Spectrum2_001351;o-(phenylmethyl)-d-serine;DivK1c_000814;SCHEMBL561330;SPBio_001561;CHEMBL3039403;HMS502I16;KBio1_000814;CHEBI:181104;BCP21779;NSC22028;CCG-39289;NSC 22028;NSC-22028;AKOS006228762;IDI1_000814;AS-19069;O-Benzyl-DL-serine, >=99.0% (NT);SY034124;SY034131;O-BenZyl-DL-serine (H-DL-Ser(BZl)-OH);B0860;CS-0127982;FT-0635411;FT-0636705;FT-0698558;EN300-71544;A26753;I11103;A800960;A870443;BRD-A67259561-001-02-6;2,3,4,6-Di-O-isopropylidene-2-keto-L-gulonic acid monohydrate;H-Ser(Bzl)-OH pound>>(S)-2-Amino-3-(benzyloxy)propanoic acid

Chemical Property of O-Benzyl-DL-serine

Chemical Property:

• Vapor Pressure: 8.83E-06mmHg at 25°C
• Melting Point: ~227 °C (dec.)
• Refractive Index: 1.56
• Boiling Point: 359.1 °C at 760 mmHg
• PKA: 2.10±0.10(Predicted)
• Flash Point: 170.9 °C
• PSA: 72.55000
• Density: 1.217 g/cm³
• LogP: 1.31540
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water.
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

O-Benzyl-DL-Serine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(C(=O)O)N
• Uses: O-Benzyl-DL-serine is used as catalytic agent, petrochemical additive.

Technology Process of O-Benzyl-DL-serine

There total 7 articles about O-Benzyl-DL-serine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

2-Azido-3-benzyloxy-propionic acid-benzyl ester (119254-72-7) → O-benzylserine (5445-44-3,32520-12-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 8h;

DOI:10.1016/S0040-4020(01)86062-2

Reference yield:

benzyl 3-benzyloxy-2-chloropropanimidate (86522-28-3) → O-benzylserine (5445-44-3,32520-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / HCl / diethyl ether / 1 h / Ambient temperature

2: 92 percent / sodium azide / Aliquat 336 / H₂O / 9 h / 60 °C

3: 79 percent / H₂ / 10percent Pd/C / ethanol / 8 h

With hydrogenchloride; sodium azide; hydrogen; palladium on activated charcoal; Aliquat 336; In diethyl ether; ethanol; water;

DOI:10.1016/S0040-4020(01)86062-2

Reference yield:

benzyl 3-benzyloxy-2-chloropropanoate (86522-27-2) → O-benzylserine (5445-44-3,32520-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / sodium azide / Aliquat 336 / H₂O / 9 h / 60 °C

2: 79 percent / H₂ / 10percent Pd/C / ethanol / 8 h

With sodium azide; hydrogen; palladium on activated charcoal; Aliquat 336; In ethanol; water;

DOI:10.1016/S0040-4020(01)86062-2

upstream raw materials:

2-Azido-3-benzyloxy-propionic acid-benzyl ester

benzyl 3-benzyloxy-2-chloropropanimidate

benzyl 3-benzyloxy-2-chloropropanoate

benzyl alcohol

Downstream raw materials:

4-benzyloxymethyl-oxazolidine-2,5-dione

serin

O-benzyl-DL-serine ethyl ester

N-acetyl-O-benzyl-DL-serine

Refernces